1,3-dichloro-5-[(2,2-dimethoxyethyl)-N-methylamino]-2,4,6-trinitrobenzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3-dichloro-5-[(2,2-dimethoxyethyl)-N-methylamino]-2,4,6-trinitrobenzene
• 英文别名: 3,5-dichloro-N-(2,2-dimethoxyethyl)-N-methyl-2,4,6-trinitroaniline
• 化学式: C₁₁H₁₂Cl₂N₄O₈
• 分子量: 399.144
• InChiKey: GGGGNZACWPIPGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  159
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1,3,5-三氯-2,4,6-硝基苯 、 甲氨基乙醛缩二甲醇 在 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 以45%的产率得到1,3-dichloro-5-[(2,2-dimethoxyethyl)-N-methylamino]-2,4,6-trinitrobenzene
  参考文献：
  名称：

  Rate Increase in Consecutive Nucleophilic Aromatic Substitution Reactions of Trichlorotrinitrobenzene:  The Synthesis of 1-(Alkylamino)-3,5-dichloro-2,4,6-trinitrobenzenes

  摘要：

  The title compounds are formed by the nucleophilic aromatic substitution reaction between sym-trichlorotrinitrobenzene and amines. The yields and relative rates of formation depend critically on the degree of alkylation of the nucleophile. Contrary to the usual behavior, the introduction of a second and third donor is facilitated in the case of ammonia and monoalkylamines, while this is not the case for secondary amines. This behavior is rationalized on the basis of intramolecular hydrogen bonding and substantiated by an X-ray analysis of 3,5-dichloro-2,4,6-trinitroaniline.

  DOI：

  10.1021/jo980374z

文献信息

• Rate Increase in Consecutive Nucleophilic Aromatic Substitution Reactions of Trichlorotrinitrobenzene:  The Synthesis of 1-(Alkylamino)-3,5-dichloro-2,4,6-trinitrobenzenes
  作者：J. Jens Wolff、Andreas Zietsch、Thomas Oeser、Ion Bolocan

  DOI：10.1021/jo980374z

  日期：1998.7.1

  The title compounds are formed by the nucleophilic aromatic substitution reaction between sym-trichlorotrinitrobenzene and amines. The yields and relative rates of formation depend critically on the degree of alkylation of the nucleophile. Contrary to the usual behavior, the introduction of a second and third donor is facilitated in the case of ammonia and monoalkylamines, while this is not the case for secondary amines. This behavior is rationalized on the basis of intramolecular hydrogen bonding and substantiated by an X-ray analysis of 3,5-dichloro-2,4,6-trinitroaniline.